1-(3,4-Dihydropyrido[3,4-b]indol-9-yl)ethanone

Details

• Internal ID: b86c1ac4-e6db-43da-a247-2db1fe9338fc
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Beta carbolines
• IUPAC Name: 1-(3,4-dihydropyrido[3,4-b]indol-9-yl)ethanone
• SMILES (Canonical): CC(=O)N1C2=CC=CC=C2C3=C1C=NCC3
• SMILES (Isomeric): CC(=O)N1C2=CC=CC=C2C3=C1C=NCC3
• InChI: InChI=1S/C13H12N2O/c1-9(16)15-12-5-3-2-4-10(12)11-6-7-14-8-13(11)15/h2-5,8H,6-7H2,1H3
• InChI Key: KZNWSAXCVXYPSF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₂N₂O
• Molecular Weight: 212.25 g/mol
• Exact Mass: 212.094963011 g/mol
• Topological Polar Surface Area (TPSA): 34.40 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.28
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9852	98.52%
Caco-2	+	0.7254	72.54%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8302	83.02%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9695	96.95%
OATP1B3 inhibitior	+	0.9467	94.67%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.6763	67.63%
BSEP inhibitior	-	0.8034	80.34%
P-glycoprotein inhibitior	-	0.9705	97.05%
P-glycoprotein substrate	-	0.8387	83.87%
CYP3A4 substrate	-	0.5299	52.99%
CYP2C9 substrate	-	0.5692	56.92%
CYP2D6 substrate	-	0.8697	86.97%
CYP3A4 inhibition	+	0.8746	87.46%
CYP2C9 inhibition	-	0.5765	57.65%
CYP2C19 inhibition	+	0.6475	64.75%
CYP2D6 inhibition	-	0.6660	66.60%
CYP1A2 inhibition	+	0.8943	89.43%
CYP2C8 inhibition	-	0.7969	79.69%
CYP inhibitory promiscuity	+	0.8253	82.53%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6969	69.69%
Eye corrosion	-	0.9780	97.80%
Eye irritation	-	0.8307	83.07%
Skin irritation	-	0.6977	69.77%
Skin corrosion	-	0.9215	92.15%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4024	40.24%
Micronuclear	+	0.5559	55.59%
Hepatotoxicity	+	0.6717	67.17%
skin sensitisation	-	0.8813	88.13%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.6949	69.49%
Acute Oral Toxicity (c)	III	0.6049	60.49%
Estrogen receptor binding	-	0.6966	69.66%
Androgen receptor binding	-	0.7358	73.58%
Thyroid receptor binding	+	0.5216	52.16%
Glucocorticoid receptor binding	+	0.6001	60.01%
Aromatase binding	+	0.5798	57.98%
PPAR gamma	-	0.6117	61.17%
Honey bee toxicity	-	0.9728	97.28%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	-	0.7345	73.45%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.09%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.29%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.59%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.73%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.99%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.36%	89.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	87.00%	93.65%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.96%	93.99%
CHEMBL2535	P11166	Glucose transporter	83.84%	98.75%
CHEMBL1868	P17948	Vascular endothelial growth factor receptor 1	83.60%	96.47%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.79%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.60%	86.33%
CHEMBL1899	P46098	Serotonin 3a (5-HT3a) receptor	81.40%	100.00%

Plants that contains it

• Justicia adhatoda

Cross-Links

• PubChem: 21586650
• LOTUS: LTS0033821
• wikiData: Q105148363